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Merck
CN

N9653

Sigma-Aldrich

纺锤霉素 二盐酸盐

from Streptomyces netropsis, ≥98% (HPLC and TLC), powder

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别名:
Congocidin, Sinanomycin
经验公式(希尔记法):
C18H26N10O3 · 2HCl
CAS号:
分子量:
503.39
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

生物来源

Streptomyces netropsis

质量水平

检测方案

≥98% (HPLC and TLC)

形式

powder

颜色

faintly yellow

溶解性

H2O: 1 mg/mL

抗生素抗菌谱

Gram-negative bacteria
Gram-positive bacteria
viruses

作用机制

DNA synthesis | interferes

储存温度

−20°C

SMILES字符串

[H]Cl.[H]Cl.NC(CCNC(C1=CC(NC(C2=CC(NC(CNC(N)=N)=O)=CN2C)=O)=CN1C)=O)=N

InChI

1S/C18H26N10O3.2ClH/c1-27-9-11(6-12(27)16(30)23-4-3-14(19)20)26-17(31)13-5-10(8-28(13)2)25-15(29)7-24-18(21)22;;/h5-6,8-9H,3-4,7H2,1-2H3,(H3,19,20)(H,23,30)(H,25,29)(H,26,31)(H4,21,22,24);2*1H

InChI key

SDRHUASONSRLFR-UHFFFAOYSA-N

生化/生理作用

Netropsin is an unusual n-methylpyrrole-containing oligopeptide that binds to AT-rich sequences of dsDNA, especially in the minor groove. Thus, it protects such regions from DNase I and other endonucleases, and also inhibits topoisomerases. Netropsin disrupts the cell cycle, prolonging G and arresting in G.

注意

Protect from light.

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

法规信息

监管及禁止进口产品

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Michael Rettig et al.
Chembiochem : a European journal of chemical biology, 14(3), 323-331 (2013-01-29)
With a growing understanding of the microstructural variations of DNA, it has become apparent that subtle conformational features are essential for specific DNA molecular recognition and function. DNA containing an A-tract has a narrow minor groove and a globally bent
C Zimmer et al.
Nucleic acids research, 8(13), 2999-3010 (1980-07-11)
The specific DNA binding ligand netropsin selectively blocks dA-dT base pairs in clusters containing two or more consecutive thymine residues at the dNAase I cleavage sites of DNA. Using CD and UV absorption measurements it is shown, that at various
Souvik Maiti et al.
Biophysical chemistry, 159(1), 162-171 (2011-07-15)
We use a variety of biophysical techniques to determine thermodynamic profiles, including hydration, for the unfolding of DNA stem-loop motifs (hairpin, a three-way junction and a pseudoknot) and their interaction with netropsin and random cationic copolymers. The unfolding thermodynamic data
M Poot et al.
Cell structure and function, 15(3), 151-157 (1990-06-01)
Distamycin A, netropsin and berenil are known to cause undercondensation of heterochromatic regions of metaphase chromosomes. These ligands interfere with DNA curvature by binding to the minor groove of the DNA. Whereas the effects of these ligands upon chromatin structure
Edwin A Lewis et al.
Nucleic acids research, 39(22), 9649-9658 (2011-09-06)
Structural results with minor groove binding agents, such as netropsin, have provided detailed, atomic level views of DNA molecular recognition. Solution studies, however, indicate that there is complexity in the binding of minor groove agents to a single site. Netropsin

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